All About Old Town Condos For Sale

View Old Town real estate & MLS listings

For buyers looking for real estate that's stylish yet low-maintenance, there are a number of desirable Old Town condos and townhomes available. With high-end finishes and easy access to amenities, Old Town condominiums offer an ideal sanctuary in a picturesque, walkable community, located between the Gold Coast and Lincoln Park.

This affluent and historic neighborhood is bounded by Armitage to the north, Division to the south, Clark Street to the east and Larrabee and Orleans to the west. The charming tree-lined streets are filled with examples of Victorian-era buildings, showcasing beautiful and diverse architectural styles, with townhouses, single-family homes, and condominiums that fit perfectly into the quaint atmosphere of Old Town, Chicago. Browse our listings for Old Town real estate below or learn more about everything this fascinating community has to offer! Take a quick moment to register with us. You'll be able to customize your Old Town real estate search to only show your preferred type of property, like condos or townhomes. You can also choose to receive notifications when properties that match your criteria enter the market. [Continue reading about Chicago's Old Town real estate market...]

View Old Town Condos & Real Estate on the MLS

All Listings $100,000 - $200,000 $200,000 - $300,000
$300,000 - $400,000 $400,000 - $500,000 $500,000 - $600,000
$600,000 - $700,000 $700,000 - $800,000 $800,000 - $900,000
$900,000 - $1,000,000 Over $1,000,000
129 Properties Found. Page 1 of 17

Fifteen Fifty On The Park Is Chicago's Newest A...

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$4,400,000 Active

  • 4 Beds
  • Baths
  • 3,852 ft²

Residential

1550 North Clark Street #801, Chicago, IL

MLS® #10661618

Fifteen Fifty On The Park Is Chicago's Newest And Most Exciting Luxury Condominium Building In The Gold Coast. Fifteen Fifty On The Park Features 32 Residences Offering Stunning Finish Packages Of The Highest Caliber Of Craftsmanship In Chicago's Exclusive Condo Marketplace, High Ceilings With Fl...

Fifteen Fifty On The Park Is Chicago's Newest A...

prevnext 1 of 18 images

$4,000,000 Active

  • 4 Beds
  • Baths
  • 3,852 ft²

Residential

1550 North Clark Street #601, Chicago, IL

MLS® #10616940

Fifteen Fifty On The Park Is Chicago's Newest And Most Exciting Luxury Condominium Building In The Gold Coast. Fifteen Fifty On The Park Features 32 Residences Offering Stunning Finish Packages Of The Highest Caliber Of Craftsmanship In Chicago's Exclusive Condo Marketplace, High Ceilings With Fl...

Sieze The Opportunity To Customize Your Dream H...

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$3,250,000 Active

  • 6 Beds
  • Baths
  • 6,000 ft²

Residential

1461 North North Park Avenue, Chicago, IL

MLS® #10646270

Sieze The Opportunity To Customize Your Dream Home In The Heart Of Old Town! Offered Exclusively By Premier Luxury Builder, Urbane Home, Character Abounds In This Striking, Solid Brick + Stone Home That Captures The Perfect Balance Of Sophisticated Elegance And Modern Style. This Urban Oasis Is S...

**we Are Still Conducting In Person Private Tou...

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$2,750,000 Re-activated

  • 6 Beds
  • Baths
  • 0.05 Acres
  • 5,400 ft²

Residential

1540 North Wieland Street, Chicago, IL

MLS® #10634743

**we Are Still Conducting In Person Private Tours As Well As Virtual Tours!** Welcome Home To One Of The Most Spectacular Homes To Be Built In The Highly Popular Old Town Neighborhood. Meticulously Professionally Designed, This All Brick And Limestone Brand New Home Features A Modern Coastal Them...

Cash Cow!!! There Is A $6,000 / Per Month Sign ...

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$2,700,000 Active

  • 5 Beds

Residential

1556 North La Salle Drive, Chicago, IL

MLS® #10624312

Cash Cow!!! There Is A $6,000 / Per Month Sign Advertisement On The Side Of The Building That Has A New Long Term Lease!!!!! This Property Is A Cash Cow And Can Generate Approximately $382,000 In Annual Revenue If The Residential Units Are Converted To Airbnb Or Short-term Rentals. Please As...

Fifteen Fifty On The Park Is Chicago's Newest A...

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$2,600,000 Active

  • 3 Beds
  • Baths
  • 3,809 ft²

Residential

1550 North Clark Street #503, Chicago, IL

MLS® #10661612

Fifteen Fifty On The Park Is Chicago's Newest And Most Exciting Luxury Condominium Building In The Gold Coast. Fifteen Fifty On The Park Features 32 Residences Offering Stunning Finish Packages Of The Highest Caliber Of Craftsmanship In Chicago's Exclusive Condo Marketplace, High Ceilings With Fl...

Truly Spectacular Design And Layout In This Con...

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$2,599,000 Active

  • 12 Beds

Residential

1542 North Hudson Avenue, Chicago, IL

MLS® #10656924

Truly Spectacular Design And Layout In This Contemporary New Construction Property. Each Unit Offers 4 Spacious Bedrooms With 3 1/2 Baths. Tons Of Fantastic Outdoor Space As Well Including Garage Top Deck For The Duplex Down And Private Roof Decks For Each Triplex Unit. Layout: Unit 1 - Tradi...

Spectacular Modern Design In The Heart Of Old T...

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$2,495,000 Active

  • 5 Beds
  • Baths
  • 0.06 Acres
  • 6,250 ft²

Residential

1416 North North Park Avenue, Chicago, IL

MLS® #10628798

Spectacular Modern Design In The Heart Of Old Town, Steps To The Gold Coast, This Absolutely Fabulous Location Will Be A Magnet For Your Social Circle. Open Plan First Floor With Double Height Ceiling Vaulted To A Second Floor Loft Area Invites Space & Sunshine. Perfect For Entertaining. Kitchen ...

Learn About Chicago's Old Town Neighborhoods

Old Town features some very important city landmarks, including St. Michael’s Church, which is one of the city's seven churches that survived the Chicago fire. It graces the neighborhood with its beautiful peaks, arches, and clock tower. Nestled amongst the residential developments are boutiques, restaurants and one-of-a-kind stores that make this area delightful to explore.

The Old Town Chicago real estate market is also home to Chicago's famous comedy troupe, Second City, and those who love the outdoors will enjoy nearby Lincoln Park and the lakefront, which provide numerous recreational opportunities.

Old Town Condos For Sale

Old Town Condos For Sale, Chicago ILAlthough single-family homes are abundant in Chicago's Old Town neighborhood, condos here are still a major part of the real estate market, with options ranging from vintage courtyard buildings with ample charm and character to newer construction mid-rises and high-rises that offer lots of desirable lifestyle amenities. The most sought after Old Town condos for sale are those that line Wells Street, Old Town's primary thoroughfare that's lined with a high concentration of restaurants, bars, cafes, and boutique shops. But great deals and equally great condo residences can be found in various other part of Old Town, as long as you know where to look. To learn more about Old Town condominiums for sale, give us a call, or start browsing the active listings we've featured above.

Search Old Town's Top Condo Buildings

Unlike other downtown Chicago neighborhoods, Old Town doesn't have an iconic building, or several as in the case of River North and Streeterville, but the collection of desirable condos inthe area is certainly just as attractive to home buyers as other parts of town. Some of our favorite locations in Old Town include the condos for sale at 1212 N. Wells, the condos for sale at 1636 N. Wells and the condos for sale at 1426 N. Orleans, but the list doesn't stop there. To browse available units in other buildings, have a look at our Old Town condo building directory in the upper left hand corner of this page!

Want to wake up in Chicago’s most charming neighborhood every morning? If so, contact Helaine Cohen to set up an appointment to view real estate in Old Town Chicago, and find your dream home today!

The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than Berkshire Hathaway HomeServices KoenigRubloff Realty Group are marked with the Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (a little black house) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed.

Listing information last updated on March 31st, 2020 at 2:21pm CDT.